30 Best Breakup Movies to Mend a Shattered Heart

30 Best Breakup Movies to Mend a Shattered Heart

We all dream of the fairy tale ending, but the path of true love seldom runs smoothly. While some relationships finish amicably, many end messily – leaving one partner weeping into a tub of ice cream alone on the couch, endlessly flipping channels in search of a movie to mend their broken heart, or at least distract from the pain for a little while.

And that’s where I come in, dear reader. Having endured my fair share of romance gone wrong, I’ve curated this list of the 30 Best Breakup Movies to Mend a Shattered Heart.

From the nostalgic agony of Eternal Sunshine of the Spotless Mind to the inspiring and comedic Self Reliance, these films run the scope of love lost. Sometimes you need to wallow in the darkness before the light shines in.

So, fix yourself a comforting drink, grab some tissues, and experience the heartache and healing along with these iconic characters. By the final credits, you’ll feel ready to face the world anew.

The happy ending will come, but for now, this is cinematic catharsis.

1. Eternal Sunshine of the Spotless Mind (2004)

Imagine being able to erase the painful memories of a lost love. Charlie Kaufman and Michel Gondry’s mind-bending masterpiece, “Eternal Sunshine of the Spotless Mind,” explores this very idea.

Jim Carrey and Kate Winslet deliver unforgettable performances as Joel and Clementine, a couple undergoing a procedure to delete each other from their memories. However, as the memories fade, Joel realizes the bittersweet truth: sometimes, forgetting the bad comes at the cost of forgetting the good too.

This introspective film reminds us that heartbreak, while painful, shapes who we are, and ultimately, love’s imprint lasts even when the memories dim.

2. Midsommar (2019)

Not for the faint of heart, Ari Aster’s Midsommar takes you on a chilling trip to a Swedish midsummer festival gone wrong. Florence Pugh shines as Dani, a young woman reeling from a devastating tragedy, who accompanies her boyfriend to his ancestral village.

What starts as a quaint cultural experience descends into a twisted nightmare of pagan rituals and emotional manipulation. While not a traditional feel-good (I use the term very ironically) breakup film, Midsommar offers a cathartic release through its exploration of grief, loss, and the primal need for belonging.

Sometimes, facing darkness head-on, even in its most unsettling forms, can be the first step toward healing. The film also teaches us not to get lost in someone’s life in the name of love.

3. Forgetting Sarah Marshall (2008)

Laughter is the best medicine, and Jason Segel’s hilarious yet surprisingly poignant Forgetting Sarah Marshall serves up a heaping dose.

Peter, heartbroken after being dumped by his dream girl Sarah (Kristen Bell), embarks on a Hawaiian vacation only to find himself face-to-face with her and her new, obnoxious boyfriend.

What unfolds is a comedic journey of self-discovery, awkward encounters, and unexpected connections. Segel’s relatable portrayal of heartbreak and his hilarious interactions with the island’s quirky inhabitants remind us that laughter can heal, and sometimes, the best way to forget someone is to embrace new experiences and rediscover yourself.

4. High Fidelity (2000)

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John Cusack is at his charming best in Stephen Frears’ adaptation of Nick Hornby’s beloved novel High Fidelity. Rob, a heartbroken record store owner, dives into his top five breakups through pop culture references and witty introspection.

While humorously dissecting his past relationships, Rob confronts his own flaws and vulnerabilities. This relatable journey reminds us that breakups are a universal experience, and analyzing our past mistakes can be a crucial step towards growth and future happiness.

5. Legally Blonde (2001)

Don’t underestimate the power of a good rom-com, especially when it stars the effervescent Reese Witherspoon as Elle Woods.

After being dumped by her Harvard Law-bound boyfriend for not being “serious” enough, Elle sets out to prove him wrong by enrolling in the same law school.

Armed with her pink wardrobe, unwavering positivity, and a knack for legal loopholes, Elle not only wins back her ex but also discovers her own strength and intelligence.

“Legally Blonde” reminds us that breakups can be an opportunity for self-discovery and personal empowerment. Elle’s journey is a vibrant testament to the fact that sometimes, the best revenge is living your best life, proving your doubters wrong, and maybe even finding love along the way, all while looking fabulous in pink.

6. Always Be My Maybe (2019)

The ever-hilarious Ali Wong and charming Randall Park shine in this rom-com about childhood sweethearts Sasha and Marcus, reunited after 15 years.

Their paths have diverged, she’s a fiery chef, and he’s a restaurateur coasting on past success. Their undeniable chemistry reignites, forcing them to confront past hurts and missed opportunities.

The film reminds us that sometimes, true love takes time and a little second chance to find its way back. Laugh out loud at their witty banter, and let the familiar sting of “what if” soften with the possibility of rekindled flames.

7. Marriage Story (2019)

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This Oscar-nominated tearjerker delves into the complexities of divorce through the eyes of Scarlett Johansson and Adam Driver’s crumbling marriage.

Their performances are raw and heartbreaking, capturing the agonizing negotiations, shared custody woes, and lingering love beneath the anger. Yet, amidst the pain, glimmers of humor and tenderness shine through, reminding us that even in the most painful separations, humanity and compassion can endure.

The couple finds a new connection after their separation, one based not on romance or sex but on shared parenthood that in a new way brings them even closer.

Prepare for emotional catharsis, but find solace in the film’s honest portrayal of healing through acceptance and shared memories.

8. Under the Tuscan Sun (2003)

Escape to the sun-drenched Italian countryside with Diane Lane’s Frances, a recently divorced writer seeking solace in a fixer-upper villa.

As she renovates the house, she rebuilds her own life, finding friendships, laughter, and self-discovery amidst the charm of Tuscany.

The film celebrates the power of new beginnings, reminding us that sometimes, heartbreak paves the way for unexpected adventures and the rediscovery of oneself.

Let the breathtaking Italian scenery and Frances’ journey of self-love soothe your spirit, and allow yourself to dream of new possibilities.

9. (500) Days of Summer (2009)

Joseph Gordon-Levitt and Zooey Deschanel deliver an honest and bittersweet portrayal of Tom and Summer’s quirky romance. The film unfolds non-linearly, mirroring the chaotic emotions of a relationship doomed from the start.

Their unconventional love story, though heartbreaking, resonates with its realistic portrayal of incompatible expectations and the bittersweet acceptance of letting go.

It’s a cathartic watch for anyone who’s ever loved deeply but couldn’t make it work.

10. Celeste and Jesse Forever (2012)

Rashida Jones and Andy Samberg bring humor and vulnerability to this dramedy about a divorced couple navigating the complexities of remaining friends. Their witty banter and genuine affection mask deeper wounds, forcing them to confront their unresolved feelings.

The film celebrates the messy reality of post-breakup relationships, showcasing the challenges and potential for growth within them.

It’s a reminder that love and friendship can coexist in new forms, offering comfort for those grappling with the complexities of letting go while holding onto precious connections.

11. The Holiday (2006)

Are you craving a cozy escape after a bad breakup? Well, look no further than 2006’s The Holiday. Cameron Diaz and Kate Winslet swap homes across the Atlantic, seeking a change of scenery to mend their broken hearts after their respective relationships come to an end.

This heartwarming film reminds us that sometimes, stepping outside our comfort zones and embracing new experiences can lead to personal growth and even unexpected love.

As you watch Iris and Amanda navigate unfamiliar surroundings and forge new connections, you might find yourself inspired to explore your own hidden desires and rediscover the joy of possibility.

12. Appropriate Behavior (2014)

If you’re in the mood for something quirky and thought-provoking, then Appropriate Behavior is just the thing for you. This movie delves into the complexities of love and identity through the lens of a young woman named Miriam.

Played with captivating eccentricity by Rebecca Hall, Miriam embarks on a journey of self-discovery after a messy breakup, challenging societal expectations and embracing her unconventional desires.

This offbeat dramedy doesn’t shy away from the messy realities of navigating relationships, but it ultimately celebrates self-acceptance and finding strength in your own unique path.

Watching Miriam’s journey might just empower you to embrace your own quirks and imperfections, finding liberation and healing in being true to yourself.

13. Closer (2004)

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Buckle up for an emotional rollercoaster with Closer. This intricate exploration of love, lust, and betrayal intertwines the lives of four characters played by Natalie Portman, Jude Law, Clive Owen, and Julia Roberts.

This is for those who are finding it hard to believe love does exist. The movie revolves around the four characters, who are constantly cheating.

While not a lighthearted watch, the film’s raw portrayal of desire, manipulation, and heartbreak can be strangely cathartic.

Observing the characters’ tangled relationships might offer a different perspective on your own struggles, allowing you to process complex emotions and recognize the messy realities of love and loss.

Remember, even in the darkest moments of heartbreak, understanding the complexities of human connection can be a step toward healing.

14. La La Land (2016)

Putting this movie in this list is a spoiler by itself so apologies are in order!

With Emma Stone and Ryan Gosling lighting up the screen on La La Land as aspiring artists chasing their dreams in Los Angeles, this visually stunning musical explores the bittersweet realities of pursuing love and ambition.

While their relationship ultimately doesn’t last, the film avoids bitterness, instead celebrating the transformative power of shared dreams and the indelible mark each person leaves on our lives.

Watching Mia and Sebastian’s journey might inspire you to reconnect with your own dreams, reminding you that even unfulfilled paths can contribute to your personal growth and leave lasting beauty in their wake.

15. The Break-Up (2006)

Jennifer Aniston and Vince Vaughn bring comedic gold to 2006’s The Break-Up, a rom-com about a couple who can’t quite seem to break up properly.

Their hilariously dysfunctional post-breakup shenanigans offer a lighthearted look at the messy realities of ending a relationship.

While initially resisting closure, they eventually recognize the need to move on, reminding us that laughter and self-awareness can be powerful tools in healing from heartbreak.

16. Eat Pray Love (2010)

Eat Pray Love (2010), stars Julia Roberts as Liz, a woman recovering from a painful divorce who embarks on a journey of self-discovery and healing across Italy, India, and Bali.

With lush cinematography and Roberts’ endearing performance, the film allows us to escape into Liz’s adventure of exotic locations, new friends, spirituality, and of course, food.

We can’t help but be inspired, and maybe laugh and cry a little too, as Liz finds herself again after heartbreak.

17. Girls Trip (2017)

Forget rom-coms, this hilarious sisterhood celebration is the ultimate post-breakup power move. Regina Hall, Queen Latifah, Jada Pinkett Smith, and Tiffany Haddish unleash their comedic brilliance as four friends rediscover their wild sides in New Orleans.

With outrageous antics and laugh-out-loud moments, Girls Trip reminds us that true friends are the balm to any heartbreak, offering laughter, support, and the courage to embrace our messy, authentic selves.

18. Someone Great (2019)

Navigating the intricate aftermath of a breakup, Someone Great takes a refreshing approach to the romantic comedy genre. Starring Gina Rodriguez, Brittany Snow, and DeWanda Wise, the film explores the complexities of love, loss, and self-discovery.

Rodriguez’s character, Jenny, grappling with a recent breakup, leans on her best friends for support on a night of adventure and introspection. The film’s authenticity lies in its portrayal of the messiness of heartache and the importance of friendship.

With its witty dialogue and relatable characters, Someone Great acknowledges that healing involves embracing pain, celebrating individuality, and finding strength in the support of those who truly care.

19. He’s Just Not That Into You (2009)

Sometimes, the best cure for a bruised ego is a healthy dose of reality. This ensemble rom-com, featuring Scarlett Johansson, Jennifer Aniston, and Drew Barrymore, explores the complexities of modern love (and misinterpretations).

With its honest portrayal of mixed signals and unrequited feelings, He’s Just Not That Into You empowers you to recognize unhealthy patterns and move on with your head held high.

The movie uses various types of relationships to show us how sometimes your feelings as innocent as they may be might not be reciprocated and that’s okay.

20. The Last Five Years (2014)

The Last Five Years presents a unique narrative structure, using a non-linear timeline to recount the highs and lows of a failed marriage.

Starring Anna Kendrick and Jeremy Jordan, the musical drama explores the intricacies of love and loss through poignant songs and intimate moments.

Each character’s perspective is presented separately, offering viewers a dual understanding of the relationship’s evolution.

The emotional performances and melodic storytelling create a cinematic experience that resonates with anyone who has weathered the storm of heartbreak.

The Last Five Years reminds us that even in the face of sorrow, the power of art and reflection can be a therapeutic balm for the wounded soul.

21. Some Like It Hot (1959)

Marilyn Monroe, Tony Curtis, and Jack Lemmon are comedic gold in this classic farce. Witnessing Monroe’s Sugar Kane wiggle her way through life reminds us that joy and silliness can exist even amidst heartbreak.

Plus, the film’s message of embracing new identities, even if they’re a bit outlandish, can be surprisingly liberating after a breakup.

Remember, sometimes the best way to get over someone is to become someone entirely new – even if it’s a hilarious saxophone-playing Josephine!

22. To All The Boys I’ve Loved Before (2018)

Based on the young adult book series, To All The Boys I’ve Loved Before (2018) launched by Netflix darling Lana Condor as high schooler Lara Jean Covey, whose private love letters get mailed to her past crushes.

Charming, sweet, and downright swoon-worthy, this coming-of-age story will speak to anyone trying to navigate new relationships after having their heart broken.

With a little bravery and some sisterly support, we learn love letters aren’t always meant to be sent, but the act of writing them helps us understand what we truly deserve.

23. How to Be Single (2016)

After a bad breakup, Alice (Dakota Johnson) ventures on her own personal Sex and the City-esque journey of self-discovery in How To Be Single (2016).

Riding the ups and downs of the New York dating scene with her fun-loving co-worker Robin (Rebel Wilson), this refreshing rom-com embraces the importance of choosing yourself first.

It affectionately reminds us that the best way to attract healthy love is to nurture an unbreakable relationship with yourself.

24. How Stella Got Her Groove Back (1998)

Based on Terry McMillan’s best-selling novel, How Stella Got Her Groove Back is a soul-stirring journey of rediscovery and romance.

Angela Bassett stars as Stella, a successful career woman who, after a tumultuous divorce, embarks on a tropical vacation and unexpectedly falls for a younger man, played by Taye Diggs.

The film celebrates the resilience of the human spirit and the power of love to mend even the most shattered hearts.

With its lush Jamaican backdrop, charismatic performances, and a soundtrack that resonates with the rhythms of healing, “How Stella Got Her Groove Back” reminds viewers that, sometimes, the key to recovery lies in embracing unexpected adventures and allowing love to bloom anew.

25. Begin Again (2013)

Begin Again is a musical gem that provides a soothing melody for a wounded heart. Starring Keira Knightley and Mark Ruffalo, the film tells the story of a chance encounter between a struggling singer-songwriter and a disillusioned music producer.

Set against the backdrop of New York City, the movie’s soundtrack becomes a metaphor for the healing power of creativity and connection.

Through the characters’ shared passion for music, Begin Again offers a poignant reminder that even in the wake of heartbreak, the magic of collaboration and the beauty of new beginnings can mend a shattered heart.

26. Nappily Ever After (2008)

In Nappily Ever After, Violet Jones (Sanaa Lathan) seems to have the perfect life – the perfect job, the perfect apartment, and the perfect boyfriend.

However, when he fails to propose and devastating news sends her life into a tailspin, Violet embarks on a journey of self-discovery that leads her to cut off her trademark long locks.

As she learns to embrace her natural hair, she also learns to embrace herself. This heartwarming story reminds us that only by loving ourselves deeply can we attract wholesome love from others.

27. Table 19 (2017)

Breaking away from traditional romantic comedy norms, Table 19 delves into the comedic side of heartbreak.

Anna Kendrick leads a quirky ensemble cast as Eloise, a former maid of honor who, after being dumped, finds herself relegated to the dreaded “Table 19″ at her friend’s wedding.

The film unfolds with unexpected friendships, hilarious mishaps, and a poignant exploration of life’s unpredictable nature.

Table 19 helps an aching heart by showcasing that even in the midst of disappointment, there are silver linings, unexpected joys, and the possibility of finding love in the most unexpected places.

28. Tiny Furniture (2010)

Directed by and starring Lena Dunham, Tiny Furniture is an indie gem that explores post-collegiate uncertainty and heartache.

The film follows Aura, played by Dunham, as she navigates the challenges of adulthood, including a recent breakup and a return to her family home. Shot with a raw and intimate style, Tiny Furniture captures the essence of self-discovery amidst the ruins of a relationship.

The film’s honesty and relatability provide solace to those grappling with the complexities of post-breakup identity crises, demonstrating that healing often involves embracing the messiness of life.

29. Self Reliance (2023)

Written, directed, and starring the talented Jake Johnson (of Sitcom New Girl fame), Self Reliance is a comedy thriller that will have you laughing from beginning to end. The movie follows Tommy, a heartbroken man who has been in a slump for over 2 years after his 23-year relationship ended.

However, his life changes when he is approached and recruited to join a dark web reality show where assassins will try to kill him at any moment unless he’s with someone. Chaos ensues from then, but on his journey, he finally gets closure and even finds new love.

Self Reliance takes a flair for the dramatic, but the movie as hilarious as it is, offers something for those with an aching heart.

30. The Banshees of Inisherin (2022)

Unlike most entries in this list, The Banshees of Inisherin presents a different kind of breakup. Not one from a romantic relationship, but one of two best friends.

The movie is a darkly comedic gem from the mind of Martin McDonagh. Set on the windswept coast of a remote Irish island, the film follows the lives of two lifelong friends, Pádraic (Brendan Gleeson) and Colm (Colin Farrell), whose bond is shattered by a sudden and unexplained estrangement.

What ensues is a hilarious yet poignant exploration of masculinity, regret, and the complexities of long-held grudges. McDonagh’s signature wit weaves through the narrative, offering moments of absurd humor that perfectly contrast the simmering tension between the two leads.

While the film doesn’t sugarcoat the challenges of mending fractured relationships, it ultimately celebrates the enduring power of community and the healing laughter that can come from facing our demons together. Also, this is arguably one of the best movies of 2022!

That concludes this list and I hope your heart feels soothed and spirits lifted after watching whatever pick you took. Most importantly, we’re reminded by these movies that breaking up is just one step in the journey – focus on personal growth and embracing life’s new chapters.